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pyridine-3-sulfonyl chloride

Product Name
pyridine-3-sulfonyl chloride
CAS No.
16133-25-8
Chemical Name
pyridine-3-sulfonyl chloride
Synonyms
3-Pyridine sulphonyl chloride;m-Pyridinesulfonyl chloride;3-PYRIDINESULFONYL CHLORIDE HYDROCHLORIDE;PYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE;Vonoprazan-8;Vonoprazan-029;TAK438 Impurity 68;Vonolazan impurity 8;Vonorazan Impurity 66;Vonoprazan Impurity 50
CBNumber
CB5153121
Molecular Formula
C5H4ClNO2S
Formula Weight
177.61
MOL File
16133-25-8.mol
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pyridine-3-sulfonyl chloride Property

Melting point:
144 °C
Boiling point:
284℃
Density 
1.488
refractive index 
n20/D 1.556
Flash point:
126℃
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
liquid
pka
-1.77±0.11(Predicted)
color 
Colourless to light yellow
Stability:
Moisture Sensitive
InChI
InChI=1S/C5H4ClNO2S/c6-10(8,9)5-2-1-3-7-4-5/h1-4H
InChIKey
CDRNYKLYADJTMN-UHFFFAOYSA-N
SMILES
C1=NC=CC=C1S(Cl)(=O)=O
LogP
1.75
CAS DataBase Reference
16133-25-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
34-43
Safety Statements 
26-36/37/39-45
RIDADR 
3261
WGK Germany 
3
HazardClass 
IRRITANT
PackingGroup 
Ⅲ
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS013908
Product name
3-pyridinesulfonyl chloride hydrochloride
Purity
Aldrich
Packaging
250mg
Price
$128
Updated
2025/07/31
Sigma-Aldrich
Product number
749273
Product name
Pyridine-3-sulfonyl chloride
Purity
95%
Packaging
1G
Price
$52
Updated
2025/07/31
TRC
Product number
P991565
Product name
3-pyridinesulfonylChloride
Packaging
5g
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
033397
Product name
Pyridine-3-sulfonyl chloride
Purity
97%
Packaging
1g
Price
$19
Updated
2021/12/16
AK Scientific
Product number
W3496
Product name
Pyridine-3-sulfonylchloride
Packaging
100mg
Price
$25
Updated
2021/12/16
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pyridine-3-sulfonyl chloride Chemical Properties,Usage,Production

Chemical Properties

It is a colorless, transparent liquid. It is extremely unstable when in contact with water and is easily hydrolyzed to generate pyridine-3-sulfonic acid and hydrochloric acid, which makes it lose its reactivity.

Uses

3-pyridinesulfonyl Chloride is a reagent used in the synthesis of pyrimidine derivatives with anti-proliferative activity against negative breast cancer cells.

Application

Pyridine-3-sulfonyl chloride is an essential medical intermediate and is widely applied to the synthesis of medicines, wherein the pyridine-3-sulfonyl chloride is mainly used for preparing TAK-438 (vonoprazan fumarate), which is a novel orally active potassium-competitive acid blocker, developed as an antisecretory drug.

Toxicology

Pyridine-3-sulfonyl chloride causes burns of eyes, skin and mucous membranes. Contact with water liberates toxic gas.

Synthesis

Add thionyl chloride to the water, cool to about 0-5°C, and add cuprous chloride. Fluoboric acid diazonium salt was added to the solution and reacted at 0-5°C overnight. The reaction solution was extracted with dichloromethane, combining the organic layers. The organic layer was washed once with saturated aqueous sodium bicarbonate solution, once with water, and finally once with saturated brine. The product was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to remove methylene chloride to obtain the product pyridine-3-sulfonyl chloride with a yield of 90.7%.

References

[1] Journal of the American Chemical Society, 1992, vol. 114, # 12, p. 4889 - 4898
[2] Patent: US2006/217387, 2006, A1. Location in patent: Page/Page column 25
[3] Journal of Medicinal Chemistry, 1999, vol. 42, # 13, p. 2409 - 2421
[4] Patent: CN106432067, 2017, A. Location in patent: Paragraph 0090
[5] Patent: WO2016/90317, 2016, A1. Location in patent: Page/Page column 73

pyridine-3-sulfonyl chloride Preparation Products And Raw materials

Raw materials

N,N-Dimethylformamide 3-Pyridinesulfonic acid Dichloromethane Thionyl chloride

Preparation Products

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View Lastest Price from pyridine-3-sulfonyl chloride manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
pyridine-3-sulfonyl chloride 16133-25-8
Price
US $41.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100000
Release date
2025-03-05
Henan Aochuang Chemical Co.,Ltd.
Product
PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLORIDE 16133-25-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Hebei Dangtong Import and export Co LTD
Product
pyridine-3-sulfonyl chloride 16133-25-8
Price
US $100.00-60.00/kg
Min. Order
100kg
Purity
99.99%
Supply Ability
100Tons
Release date
2023-03-17

16133-25-8, pyridine-3-sulfonyl chloride Related Search:

PYRIDINE-4-SULFONYL CHLORIDE 1H-Pyrrole-3-carboxylic acid, 5-(2-fluorophenyl)-, ethyl ester 1H-Pyrrole-3-methanamine, 1-[(1,4-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl- 1H-Pyrrole-3-methanamine, 1-[(1,6-dihydro-3-pyridinyl)sulfonyl]-5-(2-fluorophenyl)-N-methyl- 5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde 1-(5-(2-fluorophenyl)-1H-pyrrol-3-yl)-N-methylmethanamine 5-(4-fluorophenyl)-1H-pyrrole-3-carbonitrile PYRIDINE-2-SULFONIC ACID 1-methylpyridin-1-ium-4-sulfonate (5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl) methanol RARECHEM AL BY 0489 N-NITROSO-DI-ISO-PROPYLAMINE 1H-Pyrrole-3-carbonitrile,5-(2-fluorophenyl)-1-(3-pyridinylsulfonyl)- Vonoprazan Impurity 24 3-CHLOROPYRIDINE N-OXIDE 2-Bromopropane 3-N,N-dimethylsulfamoylpyridine Malononitrile

  • 3-CHLOROSULFONYL-PYRIDINIUM, CHLORIDE
  • 3-PYRIDINESULFONYL CHLORIDE, HCL
  • 3-PYRIDINESULFONYL CHLORIDE HYDROCHLORIDE
  • PYRIDINE-3-SULPHONYL CHLORIDE HYDROCHLORIDE
  • 3-Pyridine sulphonyl chloride
  • m-Pyridinesulfonyl chloride
  • Piperidine-3-sulfonylchloride
  • Vonoprazan intermediate
  • pyridine-3-sulfonyl chloride(SALTDATA: 0.8HCl 0.3H2O)
  • Vonoprazan-8
  • Vonoprazan-029
  • Vonoprazan Impurity 50
  • PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLO
  • Vonoprazan Fumarate impurity P
  • TAK438 Impurity 68
  • 3-CHLOROSULFONYL-PYRIDINIUM
  • Pyridine-3-Sulphonyl Chloride
  • Pyridine 3 Sulfonic Acid Chloride
  • PYRIDINE-3-SULFONYL CHLORIDE HYDROCHLORIDE ISO 9001：2015 REACH
  • Vonoprazan fumarate intermediates
  • chloro-3-pyridylsulfone
  • PYRIDINE-3-SULFONYL CHLORIDE
  • 3-Pyridinesulfonyl chloride (6CI, 8CI, 9CI, ACI)
  • yridine-3-sulfonyl chloride
  • 3-pyridinesulfonyl chloridde
  • Vonolazan impurity 8
  • Pyridine-3-sulfony chloride
  • 5- (2-Fluorophenyl) -1H-pyrrole-3-carboxamide-3-pyridine-3-sulfonyl chloride
  • Vonorazan Impurity 66
  • 3-Pyridylsulfonyl chloride
  • Pyridin-3-sulfonyl chloride
  • 16133-25-8
  • 161-25-8
  • 16133-25-5
  • 16133-25-8